Solvent for organic film-forming materials



Patented UNIT-El) STATES. PATENT orncs sonvnrrr Foa onomc rum-roams Walter Beppe and Otto Hecht,

the-Rhine, and Fritz Osohat many, assignors, by meme entato Gen- Lumen-on eral Aniline a Film Corporation, New York, N. Y., a corporation of Delaware No Drawing. Application in, 11, 1941,

Serial No. 393,928. In Germany February 18, 1988 1 9 Claims. (Cl. 106-176) This application is a continuation in part of our application Ser. No. 255,217, filed February 8, 1939,. entitled Solvents for organic film-forming materials," on which U. S. Patent 2,255,229 was issued September 9, 1941.

This invention relates to solvents for organic film-forming materials, especially those applicable to the manufacture ofplastic masses, lacquers, priming compositions, covering colors, adhesives, foils, films, bands or artificial threads.

Wehave found that tetrahydrofurane and certain of its alkyl substitution products have an excellent solvent power for organic flhn-forming cellulose derivatives which are used as basic substances for lacquers and other plastic masses, such as cellulose esters and ethers. They are also compatible with other ingredients in commercial use in the preparation of lacquers, as for examfilke with softening agents, plasticizers and the The tetrahydrofurane used assolvents according to'our invention have the following formula:

m which R1, 'Ra, Ra and R4 are hydrogen or 811-.

condensation products of resin acids or their esters with maleic acid, coumarone resins, and alkyd resins of various'kinds, synthetic vinyl poly-.

merization products, such as polyvinyl chloride,

polyvinyl esters of organic acids, as for example polyvinyl acetate, polyvinyl ethers, polyvinyl carbazole, and also polyacrylic acid and polymethacrylic acid and their derivatives and interpolymerization products with different vinyl compounds.

Tetrahydrofurane also has a good solvent. power for the waxes and drying oils used in the preparation of lacquers. as for example linseed oil, wood oil, oiticica oil or root oil, and also for the fundamental substances used in the Preparation of asphalt lacquers.

The solutions prepared from tetrahydrcfuranes and cellulose derivatives may have added to them the usualscftening agents and also to a large extent adulterants. Thus for example solutions of acetyl cellulose in tetrahydrofurane may be even diluted with alcohol. Many of the dyestuffs used for coloring lacquers also have a good solubility in tetrahydrofuranes. Insoluble organic or inorganic fillers may, however, also be added to the lacquers.

The use of tetrahydrofurane as a solvent is very advantageous. .It is stable and colorless,

thereby being suitable for the production of. clear or light colored lacquers and plastic compositions.

It will be obvious from the foregoing explanations that it is possible according to our present invention to vary the properties of the compositions within very wide limits, and to fulfill all Tetrahydrofurane is suitable for dissolving cellulose derivatives, 1. e., cellulose esters, as for example nitrocellulose and organic cellulos esters.

e. g.. cellulose acetate, propionate, butyrate andother etsers, cellulose ethers, as for example ethyl or benzyl cellulose or cellulose ether esters. In addition to cellulose derivatives, the solutions may contain natural and synthetic resins, as for ex- I ample manila copal, oolophony or 'phenolaldehyde resins. etherlned urea resins, such as are obtamed for example by condensation of urea with formaldehyde or of dimcthylol urea in alcohols, I

requirements of practice, for example the hardness, the time'required for drying and the like.

The following examples will further illustrate how this invention may be carried out in practice, but the invention is not restricted to these examples. The parts are by weight.

Example 1 W 5 parts of a mixture of cellulose mononltrate and celllose dlnitrate, being readily soluble in bu tyl acetate and yielding solutions of medium.

viscodty, are dissolved in a mixture of 40 parts of tetrahydrofurane with 40 parts of benzene. The whole is admixed with 5 parts of tricresyl phosphate. The clear solution thus obtained rapidly dries to give colorlessfllms which may be suitably used for coating metal surfaces.

Example 2 10 of the cellulose nitrate mixture described in Example 1, 3.5 parts of a per cent butanol solution oi'an urea-formaldehyde resin in butanol and 7 parts of dibutyl phthalate are dissolved in a mixture oi"30 parts of tetrahydrofurane, 15 parts of butyl acetate and 55 parts of toluene. The solution obtained may be used for coating wooden surfaces wherebystrongly adhering films are obtained.

Example 3 15 parts of acetyl cellulose solublein acetone and 15 parts of the neutral phthalic acid ester of ethylene glycol monomethyl ether are dissolved in '70 parts of tetrahydroiurane. The solution may be colored with an alcohol-soluble dyestuil',

- e. g. with the cyclohexylamine salt of the tetrazo dyestufi obtained by coupling the diazo compounds or ortho-nitranlline and metatoluidine with 1.8-aminohydroxynaphthalene-3.6 disulfonic acid. The solution is suitable for coating cables which are protectedlby rubber and cotton .-fabric.

Example 4 12 parts of cellulose benzyl ether are dissolved in 85 parts of 2.5-dimethyl tetrahydrofurane while adding 3 parts ot tricresyl phosphate or t dibutyl phthalate. The lacquer thus obtained dries rapidly; it may be used for coating the inner surfaces of cans.

What we claim is: 1. A composition of matter comprising a celobtained by the condensation of dimethylol' urea luiose derivative selected from the class consisting oi cellulose esters andcellulcse ethers dissolved in a compound'cori'esporiciiing to theformula I IigC--CHI 6 v R'\ /B:

lose nitrate dissolvedin tetrahydrofurane.

6. A composition of matter comprisinga cellulose ether dissolved in tetrahydrofurane.

7. A composition'of matter comprising benzyl 'cellulose dissolved in tetrahydrofurane.

8. A composition of matter comprising a mixture of cellulose mononitrate and cellulose dinitrate dissolved in tetrahydrofurane.

9. A compositio of matter comprising seetone-soluble cellulose acetate dissolved in tetrahydrofurane.

WALTER. REPPE. OTTO HECHT. FRITZ OSCHATZ.

5. A composition of matter comprising cellu- 

